Real Estate Investment Properties for Sale in Chillicothe, OH

Looking for investment property in Chillicothe, OH with high ROI ?

Explore a variety of short-term homes & houses in Chillicothe, OH. Invest wisely with VRBO & Chillicothe, OH Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Chillicothe, OH

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
186 Caitlin Drive Chillicothe, OH Enjoy peace, privacy, and room to grow at 186 Caitlin Drive, a beautifully maintained 4-be...	4 beds \| 3 baths \| 1,844 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.42% Airbnb Rental Income: $null Traditional Rental Income: $2175 Airbnb ROI: N/A Traditional ROI: 3.42%
288 Church Street Chillicothe, OH Open House Sunday 9/28 12-2. Welcome to this impressive historical two-story home, offerin...	4 beds \| 3 baths \| 2,382 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $2534 Airbnb ROI: N/A Traditional ROI: 5.99%
200 Winona Boulevard Chillicothe, OH Welcome to 200 Winona Boulevard in Chillicothe. This one-level, 3-bedroom, 2-bath home wit...	3 beds \| 2 baths \| 1,632 sq.ft.	$289,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 4.31% Airbnb Rental Income: $1472 Traditional Rental Income: $1777 Airbnb ROI: 1.6% Traditional ROI: 4.31%
1303 SANDY RD Chillicothe, OH Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,728 sq.ft.	$174,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 9.48% Airbnb Rental Income: $1472 Traditional Rental Income: $1950 Airbnb ROI: 3.97% Traditional ROI: 9.48%
194 Plyleys Lane Chillicothe, OH Welcome to this charming west side ranch-style home, ideally located near shopping, dining...	3 beds \| 1 baths \| 1,050 sq.ft.	$184,900	Airbnb cash on cash: 3.54% Traditional cash on cash: 3.85% Airbnb Rental Income: $1472 Traditional Rental Income: $1093 Airbnb ROI: 3.54% Traditional ROI: 3.85%
263 Queen Drive Chillicothe, OH Stunning 4-Bedroom Home with Pool, Spa, Theater Room & In-Law Suite on Nearly an Acre! Wel...	4 beds \| 3 baths \| 2,410 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $1942 Airbnb ROI: N/A Traditional ROI: 3.69%
25 Woodland Way Chillicothe, OH This stunning split-level 3-4 bedroom, 3-bathroom home is located in a neighborhood on a d...	3 beds \| 3 baths \| 2,254 sq.ft.	$385,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 5.24% Airbnb Rental Income: $1472 Traditional Rental Income: $2533 Airbnb ROI: 1.1% Traditional ROI: 5.24%
1011 Lee Hollow Road Chillicothe, OH Very unique opportunity! Log cabin in the woods, on about 2.5 acress (3 parcels), PLUS a s...	1 beds \| 1 baths \| 728 sq.ft.	$150,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 8.56% Airbnb Rental Income: $787 Traditional Rental Income: $1474 Airbnb ROI: 1.54% Traditional ROI: 8.56%
389-391 E 2nd Street #389 Chillicothe, OH Opportunity knocks with this beautiful maintained multi-family duplex located in the desir...	N/A beds \| N/A baths \| 1,480 sq.ft.	$174,900	Airbnb cash on cash: 0.36% Traditional cash on cash: 3.19% Airbnb Rental Income: $787 Traditional Rental Income: $938 Airbnb ROI: 0.36% Traditional ROI: 3.19%
14933 US Highway 50 Chillicothe, OH Character Galore! Beautiful farm house with original wood work , wood burning fireplace, a...	3 beds \| 2 baths \| 1,840 sq.ft.	$279,995	Airbnb cash on cash: 2.17% Traditional cash on cash: 7.25% Airbnb Rental Income: $1472 Traditional Rental Income: $2377 Airbnb ROI: 2.17% Traditional ROI: 7.25%
503-505 E 2nd Street #503 Chillicothe, OH *Seller is offering $5,000 credit towards buyer closing costs* Situated conveniently i...	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 8.39% Airbnb Rental Income: $350 Traditional Rental Income: $1494 Airbnb ROI: -2.34% Traditional ROI: 8.39%
1959 Chapel Creek Road Chillicothe, OH PRICE REDUCED!! MOTIVATED SELLER!! Welcome to 1959 Chapel Creek Road, a charming two-story...	3 beds \| 3 baths \| 2,068 sq.ft.	$265,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 6.92% Airbnb Rental Income: $1472 Traditional Rental Income: $2312 Airbnb ROI: 1.82% Traditional ROI: 6.92%
3040 Seney Road #912 Chillicothe, OH Absolutely perfect home for the wood worker, car collector or tradesman who needs a very c...	3 beds \| 2 baths \| 1,940 sq.ft.	$432,888	Airbnb cash on cash: 0.74% Traditional cash on cash: 3.37% Airbnb Rental Income: $1472 Traditional Rental Income: $2107 Airbnb ROI: 0.74% Traditional ROI: 3.37%
2680 Biers Run Rd Road Chillicothe, OH Motivated Sellers! Welcome to your dream home! Set back from the road for added privacy, c...	4 beds \| 3 baths \| 2,768 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $2748 Airbnb ROI: N/A Traditional ROI: 3.29%
95 Walnut Street, S. Chillicothe, OH Charming home in the Historic Downtown District-tons of potential! 3 bedrooms, 2 baths. Fe...	3 beds \| 2 baths \| 1,862 sq.ft.	$155,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 10.67% Airbnb Rental Income: $1472 Traditional Rental Income: $1906 Airbnb ROI: 4.81% Traditional ROI: 10.67%
178 Applewood Drive Chillicothe, OH Exceptional custom-built home in Hesswood Hills offering 5 bedrooms, 3 full baths, and lar...	5 beds \| 3 baths \| 2,954 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $2775 Airbnb ROI: N/A Traditional ROI: 3.82%
485 Springer Road Chillicothe, OH Picture this... A real LOG CABIN, nestled at the back of 5 acres surrounded by woods and p...	3 beds \| 1 baths \| 632 sq.ft.	$250,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 3.44% Airbnb Rental Income: $1472 Traditional Rental Income: $1168 Airbnb ROI: 2.89% Traditional ROI: 3.44%
3857 US Highway 23 Chillicothe, OH Here is your chance to live on 33+ wooded acres. This stunning 3 bed 2 bath home is a slic...	3 beds \| 2 baths \| 2,835 sq.ft.	$444,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.6% Airbnb Rental Income: $1472 Traditional Rental Income: $2269 Airbnb ROI: 0.64% Traditional ROI: 3.6%
268 Clayburne Blvd. Chillicothe, OH Charming Cape Cod Home with In-Law Suite \| 4 Bed \| 3.5 Bath \| Bonus Room , Office Nestled ...	4 beds \| 4 baths \| 1,764 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $2469 Airbnb ROI: N/A Traditional ROI: 4.32%
1857 Patton Hill Road Chillicothe, OH New Roof August 2025 See updated pictures Come check out this beautifully updated 4...	4 beds \| 2 baths \| 1,200 sq.ft.	$274,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $1845 Airbnb ROI: N/A Traditional ROI: 4.93%
299 N High Street Chillicothe, OH Investor opportunity in the heart of Chillicothe. This 5-bedroom, 3-bath home is mid-renov...	5 beds \| 3 baths \| 2,292 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.36% Airbnb Rental Income: $null Traditional Rental Income: $2621 Airbnb ROI: N/A Traditional ROI: 10.36%
299 High Street Chillicothe, OH Investor opportunity in the heart of Chillicothe. This 5-bedroom, 3-bath home is mid-renov...	5 beds \| 3 baths \| 2,292 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.31% Airbnb Rental Income: $null Traditional Rental Income: $2611 Airbnb ROI: N/A Traditional ROI: 10.31%
629 W 5th Street Chillicothe, OH This 3-bedroom, 2-bath home offers a solid, spacious floor plan in a well-established neig...	3 beds \| 2 baths \| 1,855 sq.ft.	$349,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.36% Airbnb Rental Income: $1472 Traditional Rental Income: $2112 Airbnb ROI: 1.08% Traditional ROI: 4.36%
629 Fifth Street Chillicothe, OH This 3-bedroom, 2-bath home offers a solid, spacious floor plan in a well-established neig...	3 beds \| 2 baths \| 3,092 sq.ft.	$349,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 5.16% Airbnb Rental Income: $1472 Traditional Rental Income: $2374 Airbnb ROI: 1.08% Traditional ROI: 5.16%
4557 State Route 159 Chillicothe, OH Discover a unique opportunity in Green Township with 5.12 acres and no zoning restrictions...	3 beds \| 3 baths \| 3,909 sq.ft.	$525,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.71% Airbnb Rental Income: $1472 Traditional Rental Income: $2129 Airbnb ROI: 0.49% Traditional ROI: 2.71%
213 Sulphur Spring Road Chillicothe, OH 'MOTIVATED SELLER'. This unique 4,336 sq ft home is set on 3.72 scenic acres with shared p...	3 beds \| 3 baths \| 4,336 sq.ft.	$579,900	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.84% Airbnb Rental Income: $1472 Traditional Rental Income: $2585 Airbnb ROI: -0.01% Traditional ROI: 2.84%
215 W 2nd Street Chillicothe, OH Welcome to this beautifully maintained 4-bedroom, 1.5-bath home on the edge of historic Ch...	4 beds \| 2 baths \| 2,916 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.76% Airbnb Rental Income: $null Traditional Rental Income: $2388 Airbnb ROI: N/A Traditional ROI: 7.76%
7178 State Route 159 Chillicothe, OH Cozy 3 bedroom, 1 full bath home nestled on 6 beautiful acres, offering both privacy and c...	3 beds \| 1 baths \| 1,304 sq.ft.	$250,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 4.08% Airbnb Rental Income: $1472 Traditional Rental Income: $1427 Airbnb ROI: 2.43% Traditional ROI: 4.08%
11524 US Highway 50 Chillicothe, OH Welcome to this charming two-story home that perfectly blends comfort and style. Boasting...	4 beds \| 1 baths \| 1,671 sq.ft.	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $1557 Airbnb ROI: N/A Traditional ROI: 4.64%
559 Golfview Drive Chillicothe, OH Move-in ready 2-story home in the desirable Golfview neighborhood featuring 3 bedrooms, 2....	3 beds \| 3 baths \| 1,864 sq.ft.	$375,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 4.51% Airbnb Rental Income: $1472 Traditional Rental Income: $2276 Airbnb ROI: 0.99% Traditional ROI: 4.51%
618 E 2nd Street Chillicothe, OH Charming and renovated 2BR/1BA home featuring modern accents throughout! Enjoy a spacious ...	2 beds \| 1 baths \| 1,391 sq.ft.	$179,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 6.52% Airbnb Rental Income: $1069 Traditional Rental Income: $1415 Airbnb ROI: 2.35% Traditional ROI: 6.52%
20702 N US Highway 23 Chillicothe, OH One-of-a-Kind Estate Featuring Ohio's Largest Private Indoor Pool! Welcome to 20702 US Hig...	2 beds \| 5 baths \| 8,195 sq.ft.	$1,400,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 0.99% Airbnb Rental Income: $1069 Traditional Rental Income: $3876 Airbnb ROI: -1.45% Traditional ROI: 0.99%
2391 Simmons Road Chillicothe, OH Welcome to 2391 Simmons Rd, where country charm meets modern updates on 5 mostly wooded ac...	3 beds \| 3 baths \| 2,052 sq.ft.	$349,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.29% Airbnb Rental Income: $1472 Traditional Rental Income: $2353 Airbnb ROI: 1.29% Traditional ROI: 5.29%
1456 Debord Road Chillicothe, OH Newly built retreat with 13.24 acres. Located in the beautiful, southern hills of Ross Cou...	3 beds \| 2 baths \| 1,250 sq.ft.	$450,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 1.5% Airbnb Rental Income: $1472 Traditional Rental Income: $1799 Airbnb ROI: -0.3% Traditional ROI: 1.5%
265 N High Street Chillicothe, OH Check out this charming craftsman style home with 5 bedrooms, 2 bathrooms, refinished hard...	5 beds \| 3 baths \| 1,912 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.36% Airbnb Rental Income: $null Traditional Rental Income: $2582 Airbnb ROI: N/A Traditional ROI: 10.36%
14996 Pleasant Valley Road #Lot 53 Chillicothe, OH Step inside this beautifully maintained 2022 single wide manufactured home offering 3 bedr...	3 beds \| 2 baths \| 1,120 sq.ft.	$88,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 10.23% Airbnb Rental Income: $1472 Traditional Rental Income: $1609 Airbnb ROI: 3.6% Traditional ROI: 10.23%
416 E Eastern Avenue Chillicothe, OH Close to the heart of downtown Chillicothe, this charming 2-bedroom, 1-bath home offers ch...	2 beds \| 1 baths \| 1,204 sq.ft.	$164,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 6.88% Airbnb Rental Income: $1069 Traditional Rental Income: $1419 Airbnb ROI: 2.3% Traditional ROI: 6.88%
1667 Stone Rd #Lot 59 Chillicothe, OH Wowâso much space! This newer doublewide features 5 bedrooms and 3 full baths with an op...	5 beds \| 3 baths \| 2,040 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.81% Airbnb Rental Income: $null Traditional Rental Income: $2524 Airbnb ROI: N/A Traditional ROI: 7.81%
17 Briarcliff Drive Chillicothe, OH Luxurious and Spacious Custom Home situated on a large corner lot in Hesswood Hills...See ...	4 beds \| 4 baths \| 2,716 sq.ft.	$454,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $3047 Airbnb ROI: N/A Traditional ROI: 4.88%
783 Adams Avenue Chillicothe, OH Own a bit of Chillicothe history! Built in 1910, this traditional-style home features an e...	3 beds \| 2 baths \| 1,190 sq.ft.	$139,900	Airbnb cash on cash: 5.64% Traditional cash on cash: 9.68% Airbnb Rental Income: $1472 Traditional Rental Income: $1580 Airbnb ROI: 5.64% Traditional ROI: 9.68%

Real Estate investment in Chillicothe, OH

There are 45 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $259,900 and the average price per square foot is $129. In October 2025, the average monthly cash on cash return in Chillicothe is 5.00%. The average monthly rental income in Chillicothe is $1,971.

Chillicothe, OH Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 45 investment properties available for sale in Chillicothe.

In 2025, the best neighborhood to buy investment property is Chillicothe.

The ROI for Long-Term is higher than the Short-Term in Chillicothe with average rental income of $1,971.

Your search for investment property begins and ends here

Investment Property for Sale in Chillicothe, OH

186 Caitlin Drive

Chillicothe, OH

4 beds | 3 baths | 1,844 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2175

Airbnb ROI: N/A

Traditional ROI: 3.42%

288 Church Street

Chillicothe, OH

4 beds | 3 baths | 2,382 sq.ft.

$329,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2534

Airbnb ROI: N/A

Traditional ROI: 5.99%

200 Winona Boulevard

Chillicothe, OH

3 beds | 2 baths | 1,632 sq.ft.

$289,900

Airbnb cash on cash: 1.6%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $1472

Traditional Rental Income: $1777

Airbnb ROI: 1.6%

Traditional ROI: 4.31%

1303 SANDY RD

Chillicothe, OH

3 beds | 2 baths | 1,728 sq.ft.

$174,000

Airbnb cash on cash: 3.97%

Traditional cash on cash: 9.48%

Airbnb Rental Income: $1472

Traditional Rental Income: $1950

Airbnb ROI: 3.97%

Traditional ROI: 9.48%

194 Plyleys Lane

Chillicothe, OH

3 beds | 1 baths | 1,050 sq.ft.

$184,900

Airbnb cash on cash: 3.54%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1472

Traditional Rental Income: $1093

Airbnb ROI: 3.54%

Traditional ROI: 3.85%

263 Queen Drive

Chillicothe, OH

4 beds | 3 baths | 2,410 sq.ft.

$379,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1942

Airbnb ROI: N/A

Traditional ROI: 3.69%

25 Woodland Way

Chillicothe, OH

3 beds | 3 baths | 2,254 sq.ft.

$385,000

Airbnb cash on cash: 1.1%

Traditional cash on cash: 5.24%

Airbnb Rental Income: $1472

Traditional Rental Income: $2533

Airbnb ROI: 1.1%

Traditional ROI: 5.24%

1011 Lee Hollow Road

Chillicothe, OH

1 beds | 1 baths | 728 sq.ft.

$150,000

Airbnb cash on cash: 1.54%

Traditional cash on cash: 8.56%

Airbnb Rental Income: $787

Traditional Rental Income: $1474

Airbnb ROI: 1.54%